VP, Customer Solutions & Business Impact

Lessen · Chicago, IL

ExclusiveFull-timePublished Jun 9, 2026

Apply directly on Lessen’s careers site — no account needed.

About the role

Lessen is the tech-enabled, end-to-end property service provider that is transforming how commercial and residential real estate services are delivered and managed at scale. Lessen’s technology platform provides data-driven insights that unlock key growth opportunities for the entire real estate ecosystem—including investors, owners, managers, and service providers. The company leverages a network of over 30,000 vetted, qualified vendors (Lessen Affiliates) serving clients with over 1 million properties and completing more than 3.5 million work orders annually across an expanding range of services. Lessen, LLC is a venture-backed, privately held company with offices in Scottsdale and Chicago.

The Vice President, Customer Solutions & Business Impact is responsible for leading the strategy, execution, and evolution of Lessen's customer solutioning function, ensuring customers realize measurable value from our technology, services, and nationwide vendor network. This executive leader serves as the bridge between customer needs, operational excellence, product innovation, and business outcomes. The VP will oversee solution design, business consulting, value realization, and strategic customer initiatives. Working closely with Sales, Customer Success, Operations, Product, and Executive Leadership, this role will help customers transform their property operations while driving growth, retention, and long-term partnerships.

This role will be a hybrid position located in Chicago, IL or Scottsdale, AZ.

Skills

  • Project Management
  • Leadership
  • Jira
  • Confluence
  • Agile
  • Scrum
  • Stakeholder Management

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